A General Metal-Assisted Synthesis of α-Halo Oxime Ethers from Nitronates and Nitro Compounds
Alexey Yu. Sukhorukov, Maria A. Kapatsyna, Tammy Lim Ting Yi, Hyeong Ryool Park, Yana A. Naumovich, Petr A. Zhmurov, Yulia A. Khomutova, Sema L. Ioffe and Vladimir A. Tartakovsky
Article first published online: 19 NOV 2014 | DOI: 10.1002/ejoc.201403083
A general approach to the synthesis of α-halo oxime ethers is reported. The strategy involves as a key step an unprecedented reaction of readily accessible bis(oxy)enamines with a metal halide that acts both as a promoter and halide source. A variety of cyclic and acyclic ethers of α-halo oximes have been synthesized in good-to-high yields.